Polycyclo Ring System Having The Lactone Ring As One Of The Cyclos Patents (Class 549/268)
  • Patent number: 4963683
    Abstract: A process for synthesizing polyoxa tetracyclics which involves the ozonolysis of a single-ring-structure vinyl silane with resulting direct formation of the desired multiple ring matrial. The polyoxa tetracyclic compounds have the formula ##STR1## The vinyl silanes have the structure ##STR2## The vinyl silanes are new chemical compounds as are corresponding primary ozonide and dioxetane intermediates. In a preferred embodiment, this invention provides a total synthesis of the antimalarial artemisinin.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: October 16, 1990
    Assignee: SRI International
    Inventors: Mitchell A. Avery, Clive Jennings-White
  • Patent number: 4961775
    Abstract: Disclosed herein is a novel brassinosteroid derivative represented by the formula: ##STR1## wherein R.sub.3 represents C.sub.1-2 -alkyl,R.sub.1 and R.sub.2 which may be the same or different, represent hydrogen or acyl, respectively, otherwise R.sub.1 and R.sub.2, combining together, may form ##STR2## wherein R.sub.4 and R.sub.5 represent C.sub.1-2 -alkyl, and R.sub.3 represents methyl only in this case.The brassinosteroid derivative represented by the above formula (I) exhibits a favorable plant growth regulating effect on various plants in agriculture and horticulture.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: October 9, 1990
    Assignees: Nippon Kayaku Kabushiki Kaisha, Tama Biochemical Co., Ltd.
    Inventors: Suguru Takatsuto, Hitoshi Sato, Fumio Futatsuya
  • Patent number: 4959093
    Abstract: This invention relates to (22R,23R,24S)-22,23-epoxy2.alpha.3.alpha.-isopropylidenedioxy-B-homo-7-oxa -5.alpha.-stigmastan-6-one which is of value as a plant growth regulator, a process for preparation thereof and a plant growth regulating composition containing the same.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: September 25, 1990
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Yasuo Kamuro, Toshihito Kakiuchi, Suguru Takatsudo
  • Patent number: 4927918
    Abstract: Antiparasitics comprising Avermectin derivatives of formula (I): ##STR1## wherein X represents a single or a double bond; R.sup.1 is H or OH; provided that when X is a single bond, R.sup.1 is H or OH, and when X is a double bond, R.sup.1 is absent;R.sup.2 is an alkyl group substituted by one oxo or one or more hydroxy groups or by a single oxygen atom on two adjacent carbon atoms to form an oxirane ring, or R.sup.2 is an alkyl group substituted by an alkoxycarbonyl group, said substituents on R.sub.2 being attached to either or both a terminal carbon atom and a carbon atom adjacent to a terminal carbon atom of R.sup.2 ; and R.sup.3 is H or CH.sub.3 ; or, when R.sup.2 is oxo-substituted alkyl, an alkyl acetal or ketal derivative thereof.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: May 22, 1990
    Assignee: Pfizer Inc.
    Inventors: Bernard J. Banks, Michael J. Witty
  • Patent number: 4886544
    Abstract: Disclosed herein is a novel steroids represented by the formula (1): ##STR1## wherein Z represents ##STR2## n is integer of 1 to 3, R represents hydrogen, halogen, CF.sub.3, lower alkyl, lower alkoxy or --CO.sub.2 R', wherein R' represents hydrogen, alkali metal or lower alkyl, andR.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent hydrogen or acyl, respectively.The compound of the formula (1) of the present invention exhibits high durability as well as excellent plant growth regulation.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: December 12, 1989
    Inventors: Sei-ichi Hayashi, Tadashi Hohjoh, Atsuhiko Shida, Nobuo Ikekawa
  • Patent number: 4871719
    Abstract: Novel 13-spiro-2'-[tetrahydrofuran]-milbemycins of the formula I ##STR1## in which X represents one of the groups --CH(OR.sub.1)--, --C(.dbd.O)-- or --C(.dbd.N--OH)--;R.sub.1 represents hydrogen or a OH-protecting group;R.sub.2 represents methyl, ethyl, isopropyl or sec.-butyl or the group --C(CH.sub.3).dbd.CH--A in which A represents methyl, ethyl or isopropyl; andR.sub.3 represents hydrogen; C.sub.1 -C.sub.10 -alkyl; C.sub.1 -C.sub.10 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy C.sub.3 -C.sub.9 -alkoxyalkoxyalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.3 -alkyl-substituted C.sub.3 -C.sub.7 -cycloalkyl, hydroxy, benzyloxy, C.sub.1 -C.sub.6 -acyl and C.sub.1 -C.sub.6 -acyloxy, it being possible for each of the above-mentioned radicals representing or containing an alkoxy group to be terminally substituted at a terminal alkoxy group by hydroxy, halogen, C.sub.1 -C.sub.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: October 3, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Maienfisch
  • Patent number: 4857509
    Abstract: The invention relates to parasiticidally and insecticidally highly active compounds of formula I ##STR1## wherein R is C.sub.1 -C.sub.10 alkyl;R.sub.1 is hydrogen, a silyl group or a sugar residue; andR.sub.2 is methyl, ethyl, isopropyl or sec-butyl, and to the preparation thereof starting from suitably substituted 15-ester or 13.beta.-ester milbemycins.
    Type: Grant
    Filed: January 17, 1986
    Date of Patent: August 15, 1989
    Assignee: CIBA-GEIGY Corporation
    Inventors: Bruno Frei, Anthony C. O'Sullivan, Jean-Claude Gehret
  • Patent number: 4760054
    Abstract: 5-Carbonate derivatives of milbemycins A.sub.3, A.sub.4 and A.sub.5 have valuable acaricidal, anthelmintic and other activities, especially against endo- and exoparasites.
    Type: Grant
    Filed: September 26, 1985
    Date of Patent: July 26, 1988
    Assignee: Sankyo Company Limited
    Inventors: Junya Ide, Noritoshi Kitano
  • Patent number: 4757132
    Abstract: Cyclic polyester and especially polyarylate oligomers, typically having degrees of polymerization from 2 to about 7, are prepared by reacting a bisphenol such as bisphenol A or 6,6'-dihydroxy-3,3,3',3'-tetramethylspiro(bis)indane with a dicarboxylic acid chloride such as isophthaloyl or terephthaloyl chloride in the presence of a catalyst, under conditions of low concentration. The cyclic oligomers may be polymerized to linear polyesters by contact with a transesterification catalyst at a temperature in the range of about 200.degree.-300.degree. C.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: July 12, 1988
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Thomas G. Shannon
  • Patent number: 4696945
    Abstract: The invention relates to parasiticidally and insecticidally highly active compounds of formula I ##STR1## wherein R.sub.1 is hydrogen or a protecting group;R.sub.2 is methyl, ethyl, isopropyl or sec-butyl; andR is a radical R.sub.3 which is bound through oxygen or sulfur and is selected from the group consisting of C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 haloalkyl, C.sub.1 -C.sub.10 hydroxyalkyl, C.sub.1 -C.sub.10 mercaptoalkyl, C.sub.2 -C.sub.10 alkoxyalkyl, C.sub.3 -C.sub.10 alkoxyalkoxyalkyl, hydroxy- or mercapto-substituted C.sub.3 -C.sub.10 alkoxyalkyl, C.sub.4 -C.sub.15 alkoxyalkoxyalkoxyalky, hdroxy- or mercapto-substituted C.sub.4 -C.sub.15 alkoxyalkoxyalkoxyalkyl, C.sub.2 -C.sub.10 -alkenyl, C.sub.2 -C.sub.10 haloalkenyl, C.sub.2 -C.sub.10 alkynyl, C.sub.2 -C.sub.10 haloalkynyl, phenyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: September 29, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Bruno Frei, Anthony C. O'Sullivan
  • Patent number: 4672131
    Abstract: Compounds having the structure: ##STR1## wherein X may be hydrogen, bromine, chlorine, fluorine or iodine are provided, together with methods for synthesizing these compounds, pharmaceutical compositions and use therof for reducing vascular blood flow.Also provided are compounds having the structure: ##STR2## wherein X may be bromine, chlorine, fluorine or iodine, together with methods for preparing the compounds, pharmaceutical compositions and use thereof for reducing vascular blood flow.
    Type: Grant
    Filed: May 30, 1985
    Date of Patent: June 9, 1987
    Assignee: The Trustees of Columbia University in the City of New York
    Inventors: W. Clark Still, Philip R. Hamann, Shripad S. Bhagwat
  • Patent number: 4591650
    Abstract: New hexanor-brassinolid-22-ethers are disclosed, of the formula ##STR1## wherein Z is the group ##STR2## OR.sub.2 and OR.sub.3 are oriented cis 2.alpha., 3.alpha. or 2.beta., 3.beta., R.sub.2 and R.sub.3 are the same or different and are each hydrogen formyl, C.sub.2 -C.sub.7 -alkyl-CO--, C.sub.2 -C.sub.7 -alkoxy-C.sub.1 -C.sub.3 -alkyl-CO-- or aryl-CO--, and R.sub.23 is straight-chain or branched C.sub.1 -C.sub.7 -alkyl or C.sub.1 -C.sub.7 -alkoxy-C.sub.1 -C.sub.3 -alkyl. Also disclosed are processes for the production of these compounds as well as compositions containing the same having growth-regulatory activity for plants.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: May 27, 1986
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Kerb, Ulrich Eder, Hansjorg Krahmer
  • Patent number: 4490384
    Abstract: Described are compounds of the formula ##STR1## wherein X is hydrogen, loweralkyl, halo, loweralkoxy or trifluoromethyl, and Z is hydrogen, loweralkyl, halo, hydroxy or alkoxy, or compounds of the formula ##STR2## wherein X' and Y' may be the same or different and are selected from hydrogen, loweralkyl, or halo, and Z' is hydrogen, loweralkyl, halo, hydroxy or loweralkoxy, or pharmaceutically acceptable salts thereof.The compounds possess diuretic activity.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: December 25, 1984
    Assignee: Abbott Laboratories
    Inventors: Jacob J. Plattner, Anthony K. Fung
  • Patent number: 4453967
    Abstract: Homobrassinolide of the formula: ##STR1## which shows a plant growth promoting activity.
    Type: Grant
    Filed: September 23, 1982
    Date of Patent: June 12, 1984
    Assignees: Sumitomo Chemical Company, Limited, Earth Chemical Company, Limited
    Inventor: Kenji Mori
  • Patent number: 4448970
    Abstract: Novel antibacterially-active analogs of the antibiotics nodusmicin and nargenicin A.sub.1. These compounds are prepared by selectively blocking active hydroxyl groups at the 9, 11 and 18 positions of nodusmicin, and the 11 and 18 positions of nargenicin A.sub.1. Antibacterially-active compounds can be used in various environments to control or eradicate susceptible bacteria. The techniques for such use are well known in the art.
    Type: Grant
    Filed: May 4, 1981
    Date of Patent: May 15, 1984
    Assignee: The Upjohn Company
    Inventor: Barney J. Magerlein
  • Patent number: 4393056
    Abstract: New antibacterial tetronolide compounds F-1 and F-2 are produced by fermentation of a microorganism belonging to the genus Micromonospora. The antibiotics F-1 and F-2 are accumulated in the culture liquor and are isolated therefrom respectively and the acyl derivatives of F-1 and F-2, that is, F-1-21-O-acetate, F-1-21-O-propionate, F-1-21-O-n-butylate, F-1 diacetate, F-1 dipropionate, F-2 triacetate, F-2 tripropionate and F-2 tri-n-butylate, etc., are synthesized from F-1 and F-2 by known means.
    Type: Grant
    Filed: June 15, 1981
    Date of Patent: July 12, 1983
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Fusao Tomita, Tatsuya Tamaoki, Kunikatsu Shirahata, Masaji Kasai, Noriaki Hirayama, Makoto Morimoto, Masanori Fukui
  • Patent number: 4376733
    Abstract: Oxacycloalkenones are prepared by reacting a cycloalkenone with a base in the presence of a dioxygen source in a suitable solvent and isolating the desired product. 1-Hydroxy 2-oxa-3-oxo-.DELTA..sup.4 steroids are convenient synthetic precursors to 2-oxa-3-oxo-.DELTA..sup.4 steroids which find use in modern clinical therapy.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: March 15, 1983
    Inventor: Aryeh Frimer
  • Patent number: 4346226
    Abstract: Synthetic polyhydroxylated steroidal lactones are found to be highly effective plant growth promoting substances.
    Type: Grant
    Filed: August 28, 1980
    Date of Patent: August 24, 1982
    Assignee: The United States of America as represented by the Secretary of the department of Agriculture
    Inventors: Malcolm J. Thompson, Nagabhushanam Mandava, Joseph F. Worley, deceased, Samson R. Dutky, William E. Robbins, Judith L. Flippen-Anderson